HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$399+ Cheap flights from Alaska to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Alaska to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Alaska to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Alaska (USAK) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Delta deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/241:44 pmANC - SJU
2 stops21h 42mDelta
Fri 1/106:15 amSJU - ANC
2 stops18h 20mDelta
Deal found 11/18$1,036
This United Airlines deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2411:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Fri 1/107:45 amSJU - ANC
2 stops20h 12mUnited Airlines
Deal found 11/18$1,052
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/48:25 pmANC - POP
2 stops38h 10mAmerican Airlines
Thu 4/245:10 pmPOP - ANC
2 stops29h 19mAmerican Airlines
Deal found 11/19$1,124
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2412:50 amANC - STI
2 stops19h 39mDelta
Tue 4/86:00 amSTI - ANC
2 stops22h 25mDelta
Deal found 11/19$1,126
This United deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/911:55 pmANC - PUJ
2 stops32h 46mUnited Airlines
Thu 1/92:50 pmPUJ - ANC
2 stops37h 07mUnited Airlines
Deal found 11/19$1,134
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/258:25 pmANC - POP
2 stops14h 10mMultiple Airlines
Tue 4/85:10 pmPOP - ANC
3 stops25h 12mMultiple Airlines
Deal found 11/19$1,211
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:15 pmANC - PUJ
2 stops16h 11mDelta
Thu 1/93:30 pmPUJ - ANC
1 stop33h 05mDelta
Deal found 11/19$1,357
This American Airlines deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/298:25 pmANC - SJU
1 stop13h 44mAmerican Airlines
Wed 12/47:12 amSJU - ANC
2 stops16h 59mAmerican Airlines
Deal found 11/20$1,468
This Travelocity deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2512:33 amANC - PUJ
2 stops31h 12mMultiple Airlines
Wed 12/254:50 pmPUJ - ANC
2 stops37h 56mMultiple Airlines
Deal found 11/19$1,572
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/231:30 amFAI - SJU
2 stops19h 48mDelta
Mon 12/302:10 pmSJU - FAI
2 stops15h 10mDelta
Deal found 11/19$1,664
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1812:44 amANC - NAS
2 stops15h 19mMultiple Airlines
Wed 12/253:05 pmNAS - ANC
2 stops21h 27mMultiple Airlines
Deal found 11/19$1,758
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/162:36 pmANC - STI
3 stops18h 33mMultiple Airlines
Mon 12/2311:05 amSTI - ANC
2 stops26h 27mMultiple Airlines
Deal found 11/19$1,865

Find flights from Alaska to Caribbean Islands within your budget

Customize your flight search to find flights from Alaska to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 1/24

11:59 pm-3:38 pm

2 stops34h 39m

San Juan Luis Munoz Marin Intl

Fri 1/31

4:52 pm-10:57 pm

2 stops35h 05m

$670

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 1/22

1:15 am-11:45 pm

2 stops17h 30m

San Juan Luis Munoz Marin Intl

Tue 2/4

7:30 am-8:34 pm

2 stops18h 04m

$773

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 3/28

11:53 pm-4:28 pm

1 stop12h 35m

Nassau Intl

Tue 4/1

4:05 pm-10:34 pm

2 stops34h 29m

$773

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 5/4

8:43 pm-2:08 pm

1 stop13h 25m

San Juan Luis Munoz Marin Intl

Thu 5/8

8:40 am-10:27 pm

2 stops17h 47m

$793

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sun 4/27

10:05 am-11:00 am

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Sat 5/3

8:35 am-1:50 am

2 stops21h 15m

$899

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sat 4/26

1:30 am-11:03 pm

2 stops17h 33m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:00 am-12:05 am

2 stops21h 05m

$905

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 1/2

8:53 pm-5:58 pm

2 stops16h 05m

Punta Cana

Thu 1/9

2:50 pm-10:57 pm

2 stops37h 07m

$1,044

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Wed 2/19

11:50 pm-1:08 pm

2 stops32h 18m

Puerto Plata La Union

Sat 3/1

2:15 pm-10:48 pm

2 stops37h 33m

$1,095

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Wed 12/4

8:25 pm-3:35 pm

2 stops38h 10m

Puerto Plata La Union

Wed 4/23

5:10 pm-6:29 pm

2 stops29h 19m

$1,124

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Sat 12/7

5:25 pm-3:35 pm

3 stops17h 10m

Puerto Plata La Union

Sat 4/26

3:30 pm-6:29 pm

2 stops30h 59m

$1,252

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 34 results
1
2
3
4

Best time to book a flight from Alaska to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Alaska with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Alaska to Caribbean Islands

Get recent, data-driven insights about flights from Alaska to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Alaska to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AK to EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated November 20, 2024.
Peruse reviews from past customers who have flown with American Airlines, Delta and Alaska Airlines from Alaska to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,756 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Condor
6.3
Okay
331 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Alaska to Caribbean Islands one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $399. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

  • Can I find deals for flights from Alaska to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Alaska to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Caribbean Islands.

  • Can I find deals for business class flights from Alaska to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Alaska to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alaska to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Cancún flights
Newark to Cancún flights
LaGuardia to Miami flights
John F Kennedy Intl to Miami flights
Dallas/Fort Worth to LaGuardia flights
Newark to Miami flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
Los Angeles to John F Kennedy Intl flights
Newark to Los Angeles flights
O'Hare Intl to Cancún flights
LaGuardia to Dallas/Fort Worth flights
Los Angeles to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to Orlando flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dallas/Fort Worth to Newark flights
John F Kennedy Intl to Fort Lauderdale flights
San Francisco to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Newark to Dallas/Fort Worth flights
Fort Lauderdale to Newark flights
LaGuardia to Orlando flights
Atlanta to John F Kennedy Intl flights
Los Angeles to Dallas/Fort Worth flights
Boston to Orlando flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to San Francisco flights
Dulles Intl to Cancún flights
Los Angeles to Honolulu flights
LaGuardia to Cancún flights
Miami to LaGuardia flights
Seattle to Los Angeles flights
Dallas/Fort Worth to Los Angeles flights
Miami to John F Kennedy Intl flights
John F Kennedy Intl to Atlanta flights
O'Hare Intl to Orlando flights
Los Angeles to Seattle flights
Dallas/Fort Worth to Las Vegas flights
Miami to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Hobby to LaGuardia flights
O'Hare Intl to Miami flights
Dallas/Fort Worth to Orlando flights
LaGuardia to Los Angeles flights
Seattle to Sky Harbor Intl flights
Los Angeles to LaGuardia flights

Top 4 airlines flying from Alaska to Caribbean Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$721FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$720Average$1,077FlexibilityNo cancel feeOn-time71%
DeltaCheapest$722Average$1,029FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$732Average$1,048FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines